Home > Cruises > Island Hopping Cruises & Sailing Trips > October

Island Hopping Cruises Starting In October 2026, 2027 and 2028

Filter Results
Departures
Duration
4 Days
37 Days
Regions
Ship Size
Trip Styles
Show More...
Budget
Start & End Cities
Operators
Show More...
Price
$400pp
$102,850pp
Countries
Show More...
Filter Results
276 Cruises (7,239 Cruise Departures)
22 Day Discover the Wonders of the Mediterranean & Red Sea with Emerald Cruises
New ReleaseCruise

22 Days (21 Nights) Athens to Aqaba
Cruise Line: Emerald Cruises
Ship: Emerald Kaia
Departure: 21 October 2026
Visit: Greece, Turkey, Cyprus, Israel, Egypt, Jordan
Fly Free Economy
Fly Free Premium Economy
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$23,186
From
US$23,186
Save 24,394
Per Person
View Trip
8 Day Galápagos – Central and East Islands aboard the Reina Silvia Voyager (Cruise Only) with G Adventures
Cruise

8 Days (7 Nights) Baltra Island to Baltra Island
Operated By: G Adventures
Departures: Mar 2026 to Dec 2027
Visit: Galapagos
Exclusive Savings
From
US$6,983
Save 237
Per Person
View Trip
9 Day Island Hopping in the Galapagos with Exodus Adventure Travels
New ReleaseCruise

9 Days (8 Nights) Quito to Quito
Departures: Feb 2026 to Dec 2027
Visit: Ecuador, Galapagos
Sign Up Savings
Exclusive Savings
From
US$4,889
Save 1,409
Per Person
View Trip
15 Day Greece Intensive Cruise: Volos, Mykonos & Santorini with Azamara Cruises
Cruise
 (8)

15 Days (14 Nights) Athens to Athens
Cruise Line: Azamara Cruises
Ship: Azamara Onward
Departure: 02 October 2027
Visit: Greece, Turkey
Azamara Always Included
Exclusive Savings
Inside
$4,111
Oceanview
$4,693
Balcony
-
Suite
$8,330
From
US$4,111
Save 88
Per Person
View Trip
8 Day San Cristóbal to San Cristóbal with Silversea
Cruise

8 Days (7 Nights) Quito to Guayaquil
Cruise Line: Silversea
Ship: Silver Origin
Departures: Apr 2026 to Mar 2028
Visit: Ecuador, Galapagos
Last Minute Fare
All-Inclusive Plus Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$11,200
Suite
$17,930
From
US$11,200
Save 2,800
Per Person
View Trip
10 Day Galápagos - Central, South & East Islands aboard the Yolita with G Adventures
Cruise

10 Days (9 Nights) Quito to Quito
Operated By: G Adventures
Departures: Mar 2026 to Dec 2027
Visit: Ecuador, Galapagos
Exclusive Savings
From
US$6,498
Save 210
Per Person
View Trip
11 Day Greece & Turkey Cruise: Mykonos, Paros & Antalya with Azamara Cruises
Cruise
 (4)

11 Days (10 Nights) Athens to Athens
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 14 October 2026
Visit: Greece, Cyprus, Turkey
Azamara Always Included
Exclusive Savings
Inside
$2,914
Oceanview
$3,225
Balcony
$3,681
Suite
$6,717
From
US$2,914
Save 65
Per Person
View Trip
8 Day Turkey & Greek Isle Gems with Seabourn
Cruise
 (1)

8 Days (7 Nights) Istanbul to Athens
Cruise Line: Seabourn
Ship: Seabourn Quest
Departures: Jun 2026 to Oct 2026
Visit: Turkey, Greece
Explore More
Exclusive Savings
Inside
-
Oceanview
$4,265
Balcony
$6,514
Suite
$10,596
From
US$4,265
Save 84
Per Person
View Trip
15 Day Mediterranean Icons (East To West) with Celestyal Cruises
Cruise

15 Days (14 Nights) Athens to Athens
Cruise Line: Celestyal Cruises
Ship: Celestyal Journey
Departures: Apr 2026 to Oct 2027
Visit: Greece, Turkey, Croatia, Montenegro, Italy
Inside
$1,949
Oceanview
$2,029
Balcony
-
Suite
$3,689
From
US$1,949
Per Person
View Trip
7 Day Greek Island Hopping: Paros, Ios & Santorini Sunsets with G Adventures
Tour

7 Days Athens to Santorini
Operated By: G Adventures
Departures: May 2026 to Oct 2027
Visit: Greece
Great Adventure Sale
Exclusive Savings
From
US$1,244
Save 282
Per Person
View Trip
9 Day In Darwin’s Footsteps (Eastern Route) with HX Expeditions
Cruise

9 Days (8 Nights) Quito to Quito
Cruise Line: HX Expeditions
Ship: MS Santa Cruz II
Departures: Apr 2026 to Dec 2026
Visit: Ecuador, Galapagos
Bonus Onboard Credit
Exclusive Savings
Inside
-
Oceanview
$6,652
Balcony
-
Suite
$8,748
From
US$6,652
Save 2,857
Per Person
View Trip
11 Day Autumn Adventure with Oceania Cruises
Cruise
 (1)

11 Days (10 Nights) Venice to Athens
Cruise Line: Oceania Cruises
Ship: Oceania Insignia
Departure: 15 October 2027
Visit: Italy, Croatia, Greece
Black Friday Sale + Your World Included
Your World Inclusions
Exclusive Savings
Inside
$2,844
Oceanview
$3,086
Balcony
$4,687
Suite
$6,724
From
US$2,844
Save 2,954
Per Person
View Trip
22 Day An Extended Journey of Iconic Cities, Blue Horizons & Ancient Soul with Explora Journeys
Cruise
 (1)

22 Days (21 Nights) Venice to Athens
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 29 October 2026
Visit: Italy, Croatia, Greece, Turkey, Cyprus
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$12,640
Suite
$14,280
From
US$12,640
Per Person
View Trip
17 Day Active Galápagos & Machu Picchu (Lares Trek) with G Adventures
New ReleaseTour

17 Days Quito to Cusco
Operated By: G Adventures
Departures: Apr 2026 to Oct 2027
Visit: Ecuador, Peru, Galapagos
Exclusive Savings
From
US$5,334
Save 186
Per Person
View Trip
8 Day Greek Isles & Ephesus with Seabourn
Cruise
 (1)

8 Days (7 Nights) Athens to Istanbul
Cruise Line: Seabourn
Ship: Seabourn Quest
Departure: 11 October 2026
Visit: Greece, Turkey
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,679
Suite
$18,691
From
US$7,679
Save 140
Per Person
View Trip
8 Day Montenegro Sailing with G Adventures
Cruise

8 Days (7 Nights) Dubrovnik to Dubrovnik
Operated By: G Adventures
Departures: Apr 2026 to Sep 2026
Visit: Montenegro, Croatia
Great Adventure Sale
Exclusive Savings
From
US$1,618
Save 331
Per Person
View Trip
8 Day Galapagos Island Hopping with Intrepid Travel
Tour

8 Days San Cristobal Island to Puerto Ayora
Operated By: Intrepid Travel
Departures: Jan 2026 to Dec 2027
Visit: Ecuador, Galapagos
Exclusive Savings
From
US$2,398
Save 822
Per Person
View Trip
13 Day Peru Splendors with Galapagos Cruise with Globus
Tour + Cruise

13 Days Lima to Guayaquil
Operated By: Globus
Departures: Apr 2026 to Nov 2027
Visit: Peru, Ecuador, Galapagos
Exclusive Savings
From
US$6,520
Save 856
Per Person
View Trip
8 Day Greek Isles & Turkey Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) Istanbul to Athens
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 29 October 2027
Visit: Turkey, Greece
Bonus Onboard Credit
Exclusive Savings
Inside
$788
Oceanview
$1,217
Balcony
$1,587
Suite
$1,927
From
US$788
Save 400
Per Person
View Trip
15 Day Greek Isles & Ephesus with Seabourn
Cruise

15 Days (14 Nights) Athens to Athens
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departures: May 2027 to Oct 2027
Visit: Greece, Turkey
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$9,187
Suite
$19,183
From
US$9,187
Save 195
Per Person
View Trip
18 Day Land of the Incas with Galápagos Legend North and Central Cruise with Trafalgar
Tour + Cruise

18 Days Lima to Quito
Operated By: Trafalgar
Departures: May 2026 to Nov 2026
Visit: Peru, Ecuador, Galapagos
Sign Up Savings
Exclusive Savings
From
US$9,499
Save 332
Per Person
View Trip
7 Day Maldives Dhoni Explorer with G Adventures
Cruise

7 Days (6 Nights) Male to Male
Operated By: G Adventures
Departures: Feb 2026 to Dec 2027
Visit: Maldives
Exclusive Savings
From
US$2,230
Save 85
Per Person
View Trip
8 Day Sailing Greece - Santorini to Mykonos with G Adventures
Cruise

8 Days (7 Nights) Santorini to Mykonos
Operated By: G Adventures
Departures: May 2026 to Oct 2027
Visit: Greece
Great Adventure Sale
Exclusive Savings
From
US$1,259
Save 462
Per Person
View Trip
24 Day Turkey, Greece & Andalusia with Seabourn
Cruise
 (1)

24 Days (23 Nights) Istanbul to Lisbon
Cruise Line: Seabourn
Ship: Seabourn Quest
Departure: 18 October 2026
Visit: Turkey, Greece, Albania, Italy (+4 more), Corsica, Sardinia, Spain, Portugal
Explore More
Exclusive Savings
Inside
-
Oceanview
$14,292
Balcony
$18,873
Suite
$30,452
From
US$14,292
Save 242
Per Person
View Trip
11 Day Best Of Greece Cruise with Celebrity Cruises
Cruise
 (2)

11 Days (10 Nights) Athens to Athens
Cruise Line: Celebrity Cruises
Ship: Celebrity Infinity
Departure: 23 October 2026
Visit: Greece, Turkey
Exclusive Savings
Inside
$2,024
Oceanview
$2,152
Balcony
$2,944
Suite
$5,232
From
US$2,024
Save 1,162
Per Person
View Trip
5 Day Iconic Greek Islands with Celestyal Cruises
Cruise

5 Days (4 Nights) Athens to Athens
Cruise Line: Celestyal Cruises
Ship: Celestyal Discovery
Departures: Apr 2026 to Oct 2027
Visit: Greece, Turkey
Inside
$639
Oceanview
$799
Balcony
$1,269
Suite
$1,389
From
US$639
Per Person
View Trip
33 Day The Best of the Mediterranean with Princess
Cruise
 (1)

33 Days (32 Nights) Trieste to Rome
Cruise Line: Princess
Ship: Enchanted Princess
Departure: 05 October 2027
Visit: Italy, Croatia, Montenegro, Greece (+4 more), Cyprus, Turkey, Sicily, Malta
Princess Standard
Exclusive Savings
Inside
$5,542
Oceanview
-
Balcony
$7,242
Suite
$9,181
From
US$5,542
Per Person
View Trip
22 Day The Best of the Mediterranean with Princess
Cruise
 (1)

22 Days (21 Nights) Athens to Rome
Cruise Line: Princess
Ship: Enchanted Princess
Departure: 16 October 2027
Visit: Greece, Sicily, Malta, Turkey, Italy
Princess Standard
Inside
$3,519
Oceanview
-
Balcony
$4,533
Suite
$5,272
From
US$3,519
Per Person
View Trip
9 Day Best Of Greece Cruise with Celebrity Cruises
Cruise
 (2)

9 Days (8 Nights) Athens to Athens
Cruise Line: Celebrity Cruises
Ship: Celebrity Infinity
Departure: 15 October 2026
Visit: Greece, Turkey
Exclusive Savings
Inside
$1,774
Oceanview
$2,038
Balcony
$2,564
Suite
$5,085
From
US$1,774
Save 1,033
Per Person
View Trip
8 Day Idyllic Greece with Celestyal Cruises
Cruise

8 Days (7 Nights) Kusadasi to Kusadasi
Cruise Line: Celestyal Cruises
Ship: Celestyal Journey
Departures: May 2026 to Oct 2027
Visit: Turkey, Greece
Inside
$1,119
Oceanview
$1,319
Balcony
-
Suite
-
From
US$1,119
Per Person
View Trip
Results: 121-150 of 276

No results found. Try amending the search filters.




Cruises found! Scroll up to view.

Cruises

All Cruises Adriatic Cruises Aegean Cruises Africa Cruises Alaska Cruises Antarctic Cruises Arabian & Middle East Cruises Arctic Cruises Asia Cruises Australia Cruises Bahamas Cruises Bermuda Cruises Canada & New England Cruises Caribbean Cruises Central America Cruises China Cruises Croatia Cruises Cruises to the Falkland Islands Cruising Cape Horn Europe Cruises Hawaii Cruises Indian Ocean Cruises Japan Cruises Kimberley Tours & Cruises Mediterranean Cruises Mexico Cruises New Zealand Cruises Northern Europe & Baltic Cruises Norway & Iceland Cruises Norwegian Fjords Cruises Patagonia Cruises South America Cruises South East Asia Cruises South Pacific Cruises Transatlantic Cruises UK Cruises USA Cruises Western Europe Cruises Worldwide Cruises

Trip Lengths

10 Day 2 Week 3 Week 1 Month

Departure Months

January February March April May June July August September October November December

Cruise Themes

Adults Only Cruises Christmas & New Year Cruises Expedition Cruises Family Cruises Island Hopping Cruises Luxury Cruises Northen Lights Cruises Sailing Trips Short Cruises Last Minute Cruise Deals

© 2010-2026. Global Journeys. You're viewing our site in US dollars.

    

About Us | View Your Booking | Operators | Terms & Conditions | Site Map | We're hiring!

Global Journeys Travel Inc. is a Member of the American Society of Travel Advisors (ASTA No: 900374670), CLIA (No. 00046729) & is TICO Accredited (No. 50027921).

Travel Industry Associations